Methyl 3'-benzyl-4'-(2,4-di-chloro-phen-yl)-1'-methyl-2-oxo-spiro-[indoline-3,2'-pyrrolidine]-3'-carboxyl-ate.

S Karthikeyan,Anthonisamy Devaraj,K Sethusankar,Manickam Bakthadoss,P Narayanan

doi:10.1107/s1600536814003523

Abstract

In the title compound, C27H24Cl2N2O3, the indole ring system is essentially planar, with a maximum deviation of 0.082 (2) Å for the carbonyl C atom. It makes a dihedral angle of 88.53 (6)° with the mean plane of the 4-methylpyrrolidine ring, which adopts an envelope conformation with the N atom at the flap position. The molecular structure is stabilized by intramolecular C—H⋯O hydrogen bonds, which generate S(6) and S(7) ring motifs, and an intramolecular π–π interaction involving the benzyl and dichloro-substituted benzene rings [centroid–centroid distance = 3.6291 (11) Å]. In the crystal, molecules are linked via N—H⋯O hydrogen bonds, forming C(7) chains running parallel to [10-1].

Highlights

In the title compound, C27H24Cl2N2O3, the indole ring system is essentially planar, with a maximum deviation of 0.082 (2) Afor the carbonyl C atom
The molecular structure is stabilized by intramolecular C—HÁ Á ÁO hydrogen bonds, which generate S(6) and S(7) ring motifs, and an intramolecular – interaction involving the benzyl and dichloro-substituted benzene rings [centroid–centroid distance = 3.6291 (11) A ]
Supporting information for this paper is available from the IUCr electronic archives (Reference: SU2699)

Summary

Bruker Kappa APEXII CCD diffractometer

C27H24Cl2N2O3, the indole ring system is essentially planar, with a maximum deviation of 0.082 (2) Afor the carbonyl C atom. It makes a dihedral angle of 88.53 (6) with the mean plane of the 4-methylpyrrolidine ring, which adopts an envelope conformation with the N atom at the flap position. The molecular structure is stabilized by intramolecular C—HÁ Á ÁO hydrogen bonds, which generate S(6) and S(7) ring motifs, and an intramolecular – interaction involving the benzyl and dichloro-substituted benzene rings [centroid–centroid distance = 3.6291 (11) A ]. Molecules are linked via N—HÁ Á ÁO hydrogen bonds, forming C(7) chains running parallel to [101]

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